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Synthesis of Side Chain Substituted 3-Butylisocoumarins and Absolute Configurations of Natural Isocoumarins from Artemisia dracunculus
Authors:Gerda?Lutz-Kutschera,Doris?Engelmeier,Franz?Hadacek,Andreas?Werner,Harald?Greger,Otmar?Hofer  mailto:otmar.hofer@univie.ac.at"   title="  otmar.hofer@univie.ac.at"   itemprop="  email"   data-track="  click"   data-track-action="  Email author"   data-track-label="  "  >Email author
Affiliation:(1) Institute of Organic Chemistry, University of Vienna, Wien, Austria, AU;(2) Comparative Phytochemistry Department, Institute of Botany, University of Vienna, Wien, Austria, AT
Abstract:
Summary. A series of 3-hydroxy- and 3-bromobutyl-substituted isocoumarins was synthesized. The absolute configurations of three isocoumarin derivatives from Artemisia dracunculus, namely (–)-epoxyartemidin, (–)-2prime-methoxydihydroartemidin, and (+)-3prime-hydroxyartemidin were determined by chemical means via derivatization, kinetic racemate resolution (Horeau method), and comparison of the circular dichroism (CD) spectra.DeceasedReceived March 17, 2003; accepted March 19, 2003Published online August 18, 2003
Keywords:. Epoxyartemidin   2  /content/f30cyn0cyx13jv6k/xxlarge8242.gif"   alt="  prime"   align="  BASELINE"   BORDER="  0"  >-Methoxydihydroartemidin   3  /content/f30cyn0cyx13jv6k/xxlarge8242.gif"   alt="  prime"   align="  BASELINE"   BORDER="  0"  >-Hydroxyartemidin   Circular dichroism   Chiral resolution   Horeau method.
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